Apartments in Province of Siena and Villas – Holiday Lettings - Holiday Rentals Province of Siena

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Province of Siena

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5,984 Holiday homes

(5) Very Good 

16

Contignano holiday apartment rental

Radicofani / Contignano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly

from £71 / night

£353 / week

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Responds fast!
avg. 3 hours 0 minutes

from £71 / night

(16) Excellent 

22

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Charming accommodations and beautiful surroundings!” My husband and I stayed for four nights in this wonderful and clean apartment in the heart of Chianti. Phil was extremely responsive and helpful throughout the booking process and our stay even goin
…see more

from £110 / night

£560 - £760 / week

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from £110 / night

(2) Excellent 

22

Villa rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £353 / night

£2,469 - £2,734 / week

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from £353 / night

(1) Excellent 

11

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £88 / night

£437 / week

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from £88 / night

(11) Excellent 

Certificate of Excellence

10

Holiday townhouse with swimming pool in Sovicille

Province of Siena / Sovicille

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £97 / night

£673 / week

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from £97 / night

(1) Very Good 

13

Holiday apartment with shared pool in Pievescola

Province of Siena / Pievescola

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £53 / night

£353 / week

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from £53 / night

(1) Excellent 

49

Siena holiday villa rental

Province of Siena / Siena

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £306 / night

£1,964 - £3,710 / week

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from £306 / night

(4) Excellent 

39

Holiday villa with swimming pool in Siena

Province of Siena / Siena

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £138 / night

£962 - £2,019 / week

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from £138 / night

8

Holiday apartment rental

Province of Siena / Sarteano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden

from £66 / night

£376 / week

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from £66 / night

(1) Excellent 

22

Siena holiday apartment rental

Province of Siena / Siena

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

from £159 / night

£1,111 / week

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Responds fast!
avg. 3 hours 17 minutes

from £159 / night

(1) Excellent 

24

Holiday apartment in Sarteano

Province of Siena / Sarteano

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 120 km
  • Child friendly
  • Private garden

from £44 / night

£306 / week

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from £44 / night

8

San Gusme holiday apartment rental

Castelnuovo Berardenga / San Gusme

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £52 / night

£361 / week

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from £52 / night

44

Holiday villa with swimming pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

6 13 1 night min

  • 6 bedrooms
  • Sleeps 13
  • 1 night min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £492 / night

£3,439 - £5,246 / week

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from £492 / night

(2) Excellent 

29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £309 / night

£1,587 - £2,293 / week

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from £309 / night

25

Apartment rental in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 90 km
  • Child friendly
  • Private garden

from £48 / night

£336 / week

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from £48 / night

20

Radicondoli holiday apartment rental

Province of Siena / Radicondoli

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £123 / night

£856 - £978 / week

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from £123 / night

(5) Excellent 

21

Holiday villa with swimming pool in Casaglia

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £133 / night

£882 - £2,028 / week

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Responds fast!
avg. 1 hour 13 minutes

from £133 / night

(5) Excellent 

23

Holiday apartment with shared pool, golf nearby in Buonconvento

Province of Siena / Buonconvento

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £75 / night

£494 - £864 / week

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Responds fast!
avg. 3 hours 33 minutes

from £75 / night

(13) Excellent 

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but
…see more

from £175 / night

£1,100 - £1,600 / week

Enquire View

from £175 / night

(2) Excellent 

34

Contignano holiday home rental

Radicofani / Contignano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £62 / night

£353 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £62 / night

55

Holiday farmhouse in Cetona

Province of Siena / Cetona

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £105 / night

£611 / week

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from £105 / night

(3) Excellent 

16

Townhouse rental in Casole d'Elsa

Province of Siena / Casole d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly

from £40 / night

£275 / week

Book View

from £40 / night

22

Holiday farmhouse with shared pool in Isola d'Arbia

Siena / Isola d'Arbia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £110 / night

£410 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from £110 / night

(7) Excellent 

28

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £49 / night

£341 - £1,004 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £49 / night

9

Holiday apartment with shared pool in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £72 / night

£500 / week

Book View

from £72 / night

(1) Very Good 

15

Holiday b&b in Buonconvento

Province of Siena / Buonconvento

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £31 / night

£214 / week

Book View

from £31 / night

(8) Very Good 

11

Montepulciano holiday apartment let

Province of Siena / Montepulciano

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Ask about pets

from £62 / night

£419 - £1,030 / week

Book View

from £62 / night

(15) Excellent 

Certificate of Excellence

34

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 120 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £62 / night

£432 - £697 / week

Book View

from £62 / night

9

Siena holiday apartment rental

Province of Siena / Siena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Ask about pets

from £62 / night

£393 / week

Book View

from £62 / night

(1) Excellent 

8

Holiday townhouse in Strove

Province of Siena / Strove

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

from £44 / night

£306 / week

Book View

from £44 / night

18

Holiday home accommodation

Province of Siena / Colle di Val d'Elsa

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning

from £53 / night

£371 / week

Book View

from £53 / night

(3) Very Good 

22

Holiday apartment in Monticchiello

Pienza / Monticchiello

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £44 / night

£300 - £424 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £44 / night

(14) Excellent 

Certificate of Excellence

25

Holiday farmhouse with swimming pool in San Gimignano

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“peaceful paradise” This villa met all our expectations. The view from the bedrooms and the terrace were spectacular. Location in small village was perfect. Villa had special arragements for food delivery from local restaurants. Vila was spotless an
…see more

Certificate of Excellence

from £86 / night

£577 - £1,005 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £86 / night

12

Holiday apartment accommodation

Province of Siena / Chianciano Terme

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £70 / night

£489 / week

Book View

from £70 / night

(1) Excellent 

24

Holiday apartment in Val di Merse

Siena / Val di Merse

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £262 / night

£1,746 - £2,095 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from £262 / night

(8) Excellent 

56

Holiday guest house in Siena

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 km
  • Child friendly
  • Air conditioning

from £397 / night

£2,425 / week

Book View

from £397 / night

(3) Very Good 

15

Holiday home in Bagni di San Filippo

Province of Siena / Bagni di San Filippo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £57 / night

£290 / week

Book View

Responds fast!
avg. 3 hours 32 minutes

from £57 / night

(1) Excellent 

32

Holiday home in Le Piazze

Province of Siena / Le Piazze

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £44 / night

£265 - £388 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £44 / night

(50) Excellent 

Certificate of Excellence

25

Holiday home with shared pool in San Gimignano

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Perfection in rural Tuscany” From the outset we knew that this place would be special. From reviewing the property on TripAdvisor, looking at the pictures, reading other travellers reviews right through to the wonderful prompt and attentive service r
…see more

Certificate of Excellence

from £90 / night

£625 - £900 / week

Book View

from £90 / night

14

Ski home to rent in Abbadia San Salvatore

Province of Siena / Abbadia San Salvatore

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly

from £88 / night

£611 / week

Book View

from £88 / night